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Your query returned 6 entries. Printable version
EC | 1.14.13.80 | ||||||
Transferred entry: | (R)-limonene 6-monooxygenase. Now classified as EC 1.14.14.53, (R)-limonene 6-monooxygenase | ||||||
EC | 1.14.13.107 | ||||||
Accepted name: | limonene 1,2-monooxygenase | ||||||
Reaction: | (1) (S)-limonene + NAD(P)H + H+ + O2 = 1,2-epoxymenth-8-ene + NAD(P)+ + H2O (2) (R)-limonene + NAD(P)H + H+ + O2 = 1,2-epoxymenth-8-ene + NAD(P)+ + H2O |
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For diagram of limonene catabolism, click here | |||||||
Glossary: | limonene = a monoterpenoid (S)-limonene = (-)-limonene (R)-limonene = (+)-limonene limonene-1,2-epoxide = 1,2-epoxymenth-8-ene = 1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane |
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Systematic name: | limonene,NAD(P)H:oxygen oxidoreductase | ||||||
Comments: | A flavoprotein (FAD). Limonene is the most widespread terpene and is formed by more than 300 plants. Rhodococcus erythropolis DCL14, a Gram-positive bacterium, is able to grow on both (S)-limonene and (R)-limonene as the sole source of carbon and energy. NADPH can act instead of NADH, although more slowly. It has not been established if the product formed is optically pure or a mixture of two enantiomers. | ||||||
Links to other databases: | BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, PDB | ||||||
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EC | 1.14.14.53 | ||||||
Accepted name: | (R)-limonene 6-monooxygenase | ||||||
Reaction: | (R)-limonene + [reduced NADPH—hemoprotein reductase] + O2 = (+)-trans-carveol + [oxidized NADPH—hemoprotein reductase] + H2O | ||||||
For diagram of carvone biosynthesis, click here | |||||||
Glossary: | limonene = a monoterpenoid (R)-limonene = (+)-limonene |
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Other name(s): | (+)-limonene-6-hydroxylase; (+)-limonene 6-monooxygenase | ||||||
Systematic name: | (R)-limonene,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating) | ||||||
Comments: | The reaction is stereospecific with over 95% yield of (+)-trans-carveol from (R)-limonene. (S)-Limonene, the substrate for EC 1.14.14.51, (S)-limonene 6-monooxygenase, is not a substrate. Forms part of the carvone biosynthesis pathway in Carum carvi (caraway) seeds. | ||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 221461-49-0 | ||||||
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EC | 1.17.99.8 | ||||||
Accepted name: | limonene dehydrogenase | ||||||
Reaction: | (1) (S)-limonene + H2O + acceptor = (–)-perillyl alcohol + reduced acceptor (2) (R)-limonene + H2O + acceptor = (+)-perillyl alcohol + reduced acceptor |
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Glossary: | limonene = 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene perillyl alcohol = [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol (–)-perillyl alcohol = (S)-perillyl alcohol = [(4S)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol (+)-perillyl alcohol = (R)-perillyl alcohol = [(4R)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol (–)-limonene = (S)-limonene = (4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexene (+)-limonene = (R)-limonene = (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohexene |
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Other name(s): | ctmAB (gene names) | ||||||
Systematic name: | limonene:acceptor oxidoreductase (7-hydroxylating) | ||||||
Comments: | Contains FAD. The enzyme, characterized from the bacterium Castellaniella defragrans 65Phen, hydroxylates the R- and S-enantiomers at a similar rate. The in vivo electron acceptor may be a heterodimeric electron transfer flavoprotein (ETF). | ||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||||
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EC | 4.2.3.20 | ||||||
Accepted name: | (R)-limonene synthase | ||||||
Reaction: | geranyl diphosphate = (R)-limonene + diphosphate | ||||||
For diagram of carvone biosynthesis, click here | |||||||
Glossary: | (R)-limonene = (+)-limonene | ||||||
Other name(s): | (+)-limonene synthase; geranyldiphosphate diphosphate lyase [(+)-(R)-limonene-forming]; geranyl-diphosphate diphosphate-lyase [cyclizing, (+)-(4R)-limonene-forming] | ||||||
Systematic name: | geranyl-diphosphate diphosphate-lyase [cyclizing, (R)-limonene-forming] | ||||||
Comments: | Forms the first step of carvone biosynthesis in caraway. The enzyme from Carum carvi (caraway) seeds requires a divalent metal ion (preferably Mn2+) for catalysis. This enzyme occurs in Citrus, Carum (caraway) and Anethum (dill); (-)-limonene, however, is made in the fir, Abies, and mint, Mentha, by EC 4.2.3.16, (4S)-limonene synthase. | ||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 155807-65-1 | ||||||
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EC | 4.2.3.38 | ||||||
Accepted name: | α-bisabolene synthase | ||||||
Reaction: | (2E,6E)-farnesyl diphosphate = (E)-α-bisabolene + diphosphate | ||||||
For diagram of bisabolene-derived sesquiterpenoid biosynthesis, click here | |||||||
Other name(s): | bisabolene synthase | ||||||
Systematic name: | (2E,6E)-farnesyl-diphosphate diphosphate-lyase [(E)-α-bisabolene-forming] | ||||||
Comments: | This cytosolic sesquiterpenoid synthase requires a divalent cation cofactor (Mg2+ or, to a lesser extent, Mn2+) to neutralize the negative charge of the diphosphate leaving group. While unlikely to encounter geranyl diphosphate (GDP) in vivo as it is localized to plastids, the enzyme can use GDP as a substrate in vitro to produce (+)-(4R)-limonene [cf. EC 4.2.3.20, (R)-limonene synthase]. The enzyme is induced as part of a defense mechanism in the grand fir Abies grandis as a response to stem wounding. | ||||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, PDB | ||||||
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